Wailea Vacation Rentals - Vacation Rentals in Upper Village
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Luxury Places to Stay in Upper Village
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Top-Rated Vacation Rentals with a Pool in Upper Village
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Pet-Friendly Vacation Rentals in Upper Village
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Large Vacation Homes & Villas in Upper Village
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Wheelchair Accessible Vacation Homes in Upper Village
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Upper Village Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Upper Village
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About Upper Village Vacation Rentals
With more than 1380 Upper Village vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Waileavacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Upper Village.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Waileavacationrentals Upper Village, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Upper Village. Places to stay near Upper Village are 1055.07 ft² on average, with prices averaging US $421 a night.
Waileavacationrentals makes it easy and safe to find and compare vacation rentals in Upper Village with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Upper Village
| Type | Count |
|---|---|
| Vacation Homes | 333 |
| Holiday Apartments | 251 |
| Hotels | 37 |
| Villas | 18 |
| Ski Chalet Rentals | 12 |
| Resorts | 11 |
| Cabin Rentals | 5 |
Use these Quick Filters to Find a Vacation Rental in Upper Village
★ Pro Tip: Waileavacationrentals makes it easy to compare the best listings on Waileavacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Waileavacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Village.
Weather in Upper Village
View the weather forecast for Upper Village before booking your Upper Village Vacation Rentals to confirm your best time to go.
Other Places to Stay Near Upper Village, BC
Complexes around Upper Village, BC
Upper Village Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Upper Village?
There are a lot of options in Upper Village. If you plan on staying in the Upper Village area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upper Village:
- Whistler/Blackcomb Premier Retreat Short Term Rental Reg Number: PM761814264
- Fantastic Ski In/Out Location, 3 Hot Tubs, Pool, Ski Valet
- Ski in Ski Out - Private Hot Tub - 3 BR - Large deck - BBQ - Parking
- TRUE Ski inSki out Hot Tub on Village Run-TRULY Slopeside-Luxury, Amazing Views.
- Largest Modernized Top Floor Condo in Greystone Lodge
- Ski-in Chic and Cozy 2bed, 2 bath Townhouse in the Upper Village/Benchlands
- Le Chamois 510 - Ski in Ski out, Common Area Pool, Hot Tub & Gym
- Spacious & Quiet Townhome Ideal Year-Round Location, Private Entrance
- Chalet Champagne Luxury. TRUE ski in/out, 4 bed/4 bath Magnificent Views Hot Tub
- Glacier Nest-Forest View/Pet OK - pool/hot tub area closed until Fall 2026
How many vacation rentals have private pools in Upper Village?
There are 33 vacation rentals with private pools near Upper Village. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Upper Village are best for families?
If you are looking for a family-friendly vacation home in Upper Village, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upper Village:
How many vacation rentals are available in Upper Village?
Currently, the total number of properties listed in 2026 is over 1380 in the Upper Village area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Upper Village.
